2-oxo-3-(3-oxo-2,3-dihydro-1H-indol-2-ylidene)-2,3-dihydro-1H-indole-5-sulfonic acid

• ChemBase ID: 2251
• Molecular Formular: C16H10N2O5S
• Molecular Mass: 342.326
• Monoisotopic Mass: 342.03104243
• SMILES: OS(=O)(=O)c1ccc2NC(=O)/C(=C/3\Nc4ccccc4C3=O)/c2c1
• Canonical SMILES: O=C1Nc2c(/C/1=C\1/Nc3c(C1=O)cccc3)cc(cc2)S(=O)(=O)O
• InChI: InChI=1S/C16H10N2O5S/c19-15-9-3-1-2-4-11(9)17-14(15)13-10-7-8(24(21,22)23)5-6-12(10)18-16(13)20/h1-7,17H,(H,18,20)(H,21,22,23)/b14-13-
• InChIKey: IHBOEHLUIBMBMY-YPKPFQOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-3-(3-oxo-2,3-dihydro-1H-indol-2-ylidene)-2,3-dihydro-1H-indole-5-sulfonic acid
• IUPAC Traditional name: @indirubin-5-sulphonate
• Synonyms: Indirubin-5-Sulphonate

Database IDs

• PubChem SID: 160965704; 46507110
• PubChem CID: 5288641

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.075013
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.76891
• LogD (pH = 7.4): -1.1440483
• Log P: -0.40878838
• Molar Refractivity: 89.6179 cm^3
• Polarizability: 32.699097 Å^3
• Polar Surface Area: 112.57 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.73
• LOG S: -3.73
• Solubility (Water): 6.39e-02 g/l

DETAILS

DrugBank - DB02519

Drug information: experimental